CA2129813A1 - 5-aminoflavone derivatives - Google Patents

5-aminoflavone derivatives

Info

Publication number
CA2129813A1
CA2129813A1 CA 2129813 CA2129813A CA2129813A1 CA 2129813 A1 CA2129813 A1 CA 2129813A1 CA 2129813 CA2129813 CA 2129813 CA 2129813 A CA2129813 A CA 2129813A CA 2129813 A1 CA2129813 A1 CA 2129813A1
Authority
CA
Canada
Prior art keywords
substituted
unsubstituted
represent hydrogen
different
lower alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA 2129813
Other languages
French (fr)
Other versions
CA2129813C (en
Inventor
Tsutomu Akama
Shun-Ichi Ikeda
Hiroyuki Ishida
Uichiro Kimura
Katsushige Gomi
Hiromitsu Saito
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
US Department of Health and Human Services
Original Assignee
Kyowa Hakko Kogyo Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kyowa Hakko Kogyo Co Ltd filed Critical Kyowa Hakko Kogyo Co Ltd
Publication of CA2129813A1 publication Critical patent/CA2129813A1/en
Application granted granted Critical
Publication of CA2129813C publication Critical patent/CA2129813C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
    • C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
    • C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The present invention is directed to 5-aminoflavone derivatives represented by the formula (I):

(see formula I) wherein R1 and R2 are the same or different and represent hydrogen or substituted or unsubstituted lower alkyl, X
represents substituted or unsubstituted lower alkyl, lower alkenyl, lower alkynyl, halogen, hydroxy, substituted or unsubstituted lower alkoxy, NR3R4 (wherein R3 and R4 are the same or different and represent hydrogen, or substituted or unsubstituted lower alkyl, or R3 and R4 are taken together to form a heterocyclic group containing the nitrogen atom in the ring), lower alkylthio, lower alkylsulfinyl, lower alkylsulfonyl, carboxy, lower alkoxycarbonyl, lower alkanoyl, azido, cyano, substituted or unsubstituted carbamoyl or lower alkylthiothiocarbonyl, Y1 and Y2 are the same or different and represent hydrogen, halogen or lower alkyl: or pharmaceutically acceptable salts thereof. The derivatives of the present invention are suitable for use as antibacterials and in anti-estrogenic and antitumour compositions.
CA 2129813 1993-08-11 1994-08-09 5-aminoflavone derivatives Expired - Lifetime CA2129813C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP19931093 1993-08-11
JP199310/1993 1993-08-11
JP204356/1993 1993-08-18
JP20435693 1993-08-18

Publications (2)

Publication Number Publication Date
CA2129813A1 true CA2129813A1 (en) 1995-02-12
CA2129813C CA2129813C (en) 2005-07-05

Family

ID=26511458

Family Applications (1)

Application Number Title Priority Date Filing Date
CA 2129813 Expired - Lifetime CA2129813C (en) 1993-08-11 1994-08-09 5-aminoflavone derivatives

Country Status (4)

Country Link
EP (1) EP0638566B1 (en)
CA (1) CA2129813C (en)
DE (1) DE69415745T2 (en)
ES (1) ES2126028T3 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE298329T1 (en) * 2000-04-06 2005-07-15 Us Gov Health & Human Serv AMINOFLAVONE COMPOUNDS, COMPOSITIONS AND USE THEREOF
US9593125B2 (en) 2012-07-27 2017-03-14 Emory University Heterocyclic flavone derivatives, compositions, and methods related thereto

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02138277A (en) * 1988-08-22 1990-05-28 Kyowa Hakko Kogyo Co Ltd 5-aminoflavone derivative
EP0374789A1 (en) * 1988-12-19 1990-06-27 Kyowa Hakko Kogyo Co., Ltd. 5- Aminoflavone derivatives
JPH04282380A (en) * 1991-03-11 1992-10-07 Kyowa Hakko Kogyo Co Ltd 5-aminochromone derivative
JPH05286962A (en) * 1992-02-14 1993-11-02 Kyowa Hakko Kogyo Co Ltd 5-aminoflavone derivative

Also Published As

Publication number Publication date
DE69415745D1 (en) 1999-02-18
ES2126028T3 (en) 1999-03-16
EP0638566B1 (en) 1999-01-07
CA2129813C (en) 2005-07-05
EP0638566A1 (en) 1995-02-15
DE69415745T2 (en) 1999-08-19

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Legal Events

Date Code Title Description
EEER Examination request
MKEX Expiry

Effective date: 20140811